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Your Next Chapter Requires a New you

Whether you're transitioning from founder to CEO, from executive to entrepreneur, or from pre-cancer diagnosis to cancer survivor, fitting into your new identity requires self actualization and letting go of what no longer serves you. I guide you through the messy process of redefining you, on your terms.

The version of you that built your business Must evolve in order to grow

You've built a successful business, but lately things that used to work aren't working anymore. You're making decisions you're not totally confident about. Your team isn't executing with the same energy. You're missing opportunities you know you should be taking. Something shifted, but you can't pinpoint what.
 

I work with founders stuck at this exact inflection point.

Here's what I've learned after nearly three decades leading global agencies and building Fortune 500 brands: The ceiling you're hitting isn't a business strategy problem. It's a leadership evolution problem. The way you led to $10M won't get you to $30M. 
 

My work focuses on closing that gap. We identify the patterns driving your decisions, spot where your leadership hasn't evolved with your business, and rebuild the clarity and conviction that create traction again.

Clients typically come to me saying: "We've hit a ceiling and can't get past it," "I'm second-guessing myself more than I used to," or "Something shifted in our business but I can't pinpoint what." After working together, they see the gaps clearly, make decisions with conviction again, and start landing the opportunities they'd been chasing.

If that sounds familiar, let's talk

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THE WORK

Most founders don't need more strategy. They need to fix what's broken underneath it. When you don't know the why behind your decisions, every business decision becomes a referendum on your worth. You second-guess, overthink, and play safe. No amount of planning fixes that.

 

Here's how we work:

Discovery
Figure out what is holding back your business growth, Identify the patterns and beliefs still driving your decisions. The ones making you hesitate, second guess and stress.

Recalibration
Rebuild how you define success. Redefine what success means to you and your business. Find clarity on your vision, your values and your approach.

 

Aligned Action
Build what's next from solid ground. Your business, your brand, your next chapter. Strategy works when it comes from clarity, not fear.

 

This takes 90 days of real work. Not therapy sessions. Not motivational calls. We focus on building your inner leadership then your outward leadership. The work that makes everything else possible.

I've Been Where You Are

When revenue stops climbing, everyone looks to you. The board demands performance. Your team wants direction and stability. Investors want returns. Every decision falls on your desk.

Stalled growth isn’t just a strategy problem. It’s a leadership problem. How you choose, what you prioritize, and how fast you act determines whether your business regains momentum or keeps drifting.

I’ve been there. After nearly three decades leading global companies and building Fortune 500 brands, I know the pressure at the top.

I help founders cut through the noise, get clarity on the high-stakes calls, and unlock the decisions that move growth forward. Faster deal wins. Better leadership alignment. Higher team performance. Clear priorities driving real outcomes.

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Get Your Copy Today

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A Roadmap To Your Next Chapter

Who’s Ladder Is This? is part memoir, part roadmap for people at a crossroads, seeking what's next. This story is a raw, honest account of what happens when achievement no longer aligns with identity. After building billion-dollar brands and leading teams across continents, Kevin found himself furloughed at fifty, disconnected from his identity and unsure of what was next. That loss cracked open something deeper, the need to redefine his identity and realign with what truly matters. Kevin reveals what it takes to let go of the life you were influenced to build and start living the one you were meant to.

If you're quietly questioning what's next and actively pursuing transformation from a career of accomplishment to a life of significance and purpose, this book is your next must read.

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Kevin Simcock's Pivotal Podcast

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Real stories, real clarity. Practical insights you can apply today

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180 John St, Toronto, ON M5T 1X5

©KevinSimcock 2025. All Rights Reserved

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